基于萘基块新型开链冠醚的合成及晶体结构研究

以3,6-二溴-2,7-二羟基萘为起始原料,经与2-溴-N-苯基乙酰胺醚化,再用硼氢化钠和三氟化硼乙醚还原得基于萘基块新型的开链冠醚,两步总收率为96%.利用单晶X衍射研究其结构,晶体为三斜晶系,P-1空间群,a=9.588(3),b=10.898(3),c=13.060(4),α=103.190(4)°,β=93.953(4)°,γ=115.622(5)°,V=1176.0(6)3,Z=2,Dc=1.571 g/cm3,λ=0.71075 nm,μ(Mo Kα)=3.472 mm-1,Mr=353.22,F(000)=560.在晶体结构中,分子中的一个N—H基团与另外一分子形成双分叉氢键N—H…Br和N—H…O,进而组装成二聚体.这些中心对称的二聚体进一步通过C—H…π相互作用叠加成二维层状结构平行于(110)面.

Novel Naphthalene-Based Open Chain Crown Ether:Synthesis and Crystal Structure

A novel naphthalene-based open-chain crown ether has been synthesized by the etherification of 2-bromoN-phenylacetamide with 3,6-dibromo-2,7-dihydroxynaphthalene,followed by reduction with sodium borohydride and boron trifluoride ether solution,in 95% total yield.Its crystal structure was determined by X-ray diffraction method.The crystal is of triclinic space group P-1 with a=9.588(3),b=10.898(3),c=13.060(4),α=103.190(4)°,β=93.953(4)°,γ= 115.622(5)°,V=1176.0(6) 3,Z=2,Dc=1.571 g/cm3,λ=0.71075,μ(Mo Kα)=3.472 mm-1,Mr=353.22 and F(000)= 560.In the structure,one of the N—H groups forms bifurcated N—H…Br and N—H…O hydrogen bonds.These link the molecules into inversion related dimers.The centrosymmetric dimers are aggregated via pairs of C—H…π interactions into two-dimensional sheets parallel to(110).